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Compound Detail

CHEMBL213302

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CN(CCc1c[nH]c2ccccc12)C(=O)c1ccc(Cl)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL213302
Phase Preclinical
Structure Type MOL
InChI Key IEAKWXUPKMDFOG-UHFFFAOYSA-N
8
Targets
18
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

312.8
MW (Da)
4.14
ALogP
1
HBA
1
HBD
36.1
PSA (Ų)
0.77
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17ClN2O
MW 312.80
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -1.12

Activity Summary

IC50 18 meas. best 4.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-H1299
CHEMBL612255
 IC50 4.68 4.68 21000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.62 4.4271 24000.0 7
NCI-H358
CHEMBL614135
 IC50 4.58 4.58 26000.0 1
A549
CHEMBL392
 IC50 4.57 4.57 27000.0 2
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 4.42 4.42 38000.0 2
LS174T
CHEMBL614097
 IC50 4.38 4.38 42000.0 1
PC-3
CHEMBL390
 IC50 4.33 4.33 47000.0 1
Calu-1
CHEMBL613505
 IC50 4.11 4.11 78000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NCI-H1299 IC50 = 21000.0 nM 4.68 Growth inhibition of p53 null, pRb+ human NCI-H1299 cells after 48 hrs by MTT as... 25368960
NON-PROTEIN TARGET IC50 = 24000.0 nM 4.62 Growth inhibition of p53+, pRb+ human NCI-H460 cells after 48 hrs by MTT assay 25368960
NCI-H358 IC50 = 26000.0 nM 4.58 Growth inhibition of p53 null, pRb null human NCI-H358 cells after 48 hrs by MTT... 25368960
A549 IC50 = 27000.0 nM 4.57 Antiproliferative activity against A549 cells 16750360
A549 IC50 = 27000.0 nM 4.57 Growth inhibition of p53+, pRb+ human A549 cells after 48 hrs by MTT assay 25368960
NON-PROTEIN TARGET IC50 = 29000.0 nM 4.54 Growth inhibition of mouse BNL-CL2 cells after 48 hrs by MTT assay 25368960
NON-PROTEIN TARGET IC50 = 31000.0 nM 4.51 Growth inhibition of p53His273 mut, pRb+ human MiaPaCa cells after 48 hrs by MTT... 25368960
NON-PROTEIN TARGET IC50 = 32000.0 nM 4.5 Growth inhibition of mouse BNL-SVA.8 cells after 48 hrs by MTT assay 25368960
Cyclin-dependent kinase 4/cyclin D1 IC50 = 38000.0 nM 4.42 Inhibition of Cdk4/Cyclin D1 16750360
Cyclin-dependent kinase 4/cyclin D1 IC50 = 38000.0 nM 4.42 Binding affinity to human CDK4/cyclinD1 using GST-pRB152 as substrate by chemilu... 25368960
LS174T IC50 = 42000.0 nM 4.38 Antiproliferative activity against LS174T cells 16750360
NON-PROTEIN TARGET IC50 = 42000.0 nM 4.38 Growth inhibition of p53+, pRb+ human LS 174T cells after 48 hrs by MTT assay 25368960
PC-3 IC50 = 47000.0 nM 4.33 Antiproliferative activity against PC3 cells 16750360
NON-PROTEIN TARGET IC50 = 47000.0 nM 4.33 Growth inhibition of p53 null,pRb+ human PC3 cells after 48 hrs by MTT assay 25368960
Calu-1 IC50 = 78000.0 nM 4.11 Antiproliferative activity against Calu1 cells 16750360
NON-PROTEIN TARGET IC50 = 78000.0 nM 4.11 Growth inhibition of p53 null, pRb+ human Calu1 cells after 48 hrs by MTT assay 25368960

Literature References

PubMed DOI Target Context # Activities
25368960 10.1021/jm5014743 NON-PROTEIN TARGET 7
25368960 10.1021/jm5014743 CDK2/Cyclin A2 1
25368960 10.1021/jm5014743 Unchecked 1
25368960 10.1021/jm5014743 NCI-H358 1
25368960 10.1021/jm5014743 NCI-H1299 1
25368960 10.1021/jm5014743 A549 1
25368960 10.1021/jm5014743 CDK9/cyclin T1 1
25368960 10.1021/jm5014743 Cyclin-dependent kinase 1/cyclin B1 1
25368960 10.1021/jm5014743 Cyclin-dependent kinase 2/cyclin E1 1
16750360 10.1016/j.bmcl.2006.05.065 Cyclin-dependent kinase 2/cyclin A 1
25368960 10.1021/jm5014743 Cyclin-dependent kinase 4/cyclin D1 1
16750360 10.1016/j.bmcl.2006.05.065 Cyclin-dependent kinase 4/cyclin D1 1
16750360 10.1016/j.bmcl.2006.05.065 Calf thymus DNA 1
16750360 10.1016/j.bmcl.2006.05.065 LS174T 1
16750360 10.1016/j.bmcl.2006.05.065 A549 1
16750360 10.1016/j.bmcl.2006.05.065 Calu-1 1
16750360 10.1016/j.bmcl.2006.05.065 PC-3 1

Data from ChEMBL 36 via Core Engine